Parties in Leonardtown

• Fri, 03 Jul, 2026 - 08:00 PM

  St. Mary’s Freedom Fest

  St. Mary’s Freedom Fest

  105+ Interested
• Sat, 23 May, 2026 - 10:00 AM

  RenFest Southern Maryland

  Brüdergarten (Brü)

  USD 18
• Sat, 07 Mar, 2026 - 07:00 AM

  SDVFDRS Auxiliary Spring Craft Vendor Fair & Community Yard Sale

  St. Mary's County Fairgrounds

  475+ Interested
• Sat, 11 Apr, 2026 - 08:00 PM

  LSM Night at The REX: The Evasons Mentalists & DJ Dance Party -- SPONSORS

  The Rex Theatre

  Free
• Sun, 26 Apr, 2026 - 08:00 AM

  Spring Fling Open Market & Car Show

  22675 Washington Street, The Bell Bldg, Leonardtown MD

  432+ Interested
• Sat, 24 Oct, 2026 - 12:00 PM

  Trunk or Treat & Vendor Show

  Town Market LLC

  12+ Interested
• Sat, 25 Jul, 2026 - 05:30 PM

  SOMD Wine in White: Studio 54 Edition | The Ultimate Disco Revival

  Olde Breton Inn

  Free
• Sat, 14 Mar, 2026 - 08:00 PM

  Social's St Patrick's Day Event

  41655 Fenwick St, Leonardtown, MD, United States, Maryland 20650

  28+ Interested
• Sat, 28 Feb, 2026 - 08:00 PM

  Hot Ice Live @ Action Lounge and Billiards

  25470 Point Lookout Rd, Leonardtown, MD 20650-3828, United States

  32+ Interested
• Sat, 08 Aug, 2026 - 07:00 AM

  Heroes on the Water, Maryland Chapter - Kayak Fishing at Saint Mary's Lake

  Saint Marys River State Park

  Free
• Sat, 21 Feb, 2026 - 04:00 PM

  Moll Dyer Free Soups & S’mores

  41675 Park Ave, Leonardtown, MD

  77+ Interested
• Sat, 21 Mar, 2026 - 02:00 PM

  Wines Across America

  The Inn at Leonardtown, Ascend Hotel Collection

  USD 50
• Sun, 27 Sep, 2026 - 12:00 PM

  Fall Paw Crawl

  22675 Washington Street, The Bell Bldg Unit 106, Leonardtown, MD, United States, Maryland 20650

  33+ Interested
• Sat, 28 Mar, 2026 - 04:00 AM

  Easter Extravaganza

  22675 MD-326, Leonardtown, MD 20650-3848, United States

  7+ Interested
• Fri, 27 Nov, 2026 - 10:00 AM

  Holiday Market with The Grinch & Cindy Lou Who

  Town Market LLC

  14+ Interested